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Old Saybrook

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Old Saybrook Flights as Low as $124

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Breeze Airways
Fri, Sep 4 - Fri, Sep 11
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$124 Roundtrip, found 5 days ago
$124
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Fri, Sep 4 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Fri, Sep 11, priced at $124 found 5 days ago
Breeze Airways
Fri, Sep 4 - Fri, Sep 11
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$129 Roundtrip, found 5 days ago
$129
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Fri, Sep 4 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Fri, Sep 11, priced at $129 found 5 days ago
Breeze Airways
Fri, Sep 4 - Fri, Sep 11
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$134 Roundtrip, found 5 days ago
$134
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Fri, Sep 4 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Fri, Sep 11, priced at $134 found 5 days ago
Breeze Airways
Mon, Sep 7 - Fri, Sep 11
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$181 Roundtrip, found 12 hours ago
$181
Roundtrip
found 12 hours ago
Select Breeze Airways flight, departing Mon, Sep 7 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Fri, Sep 11, priced at $181 found 12 hours ago
Breeze Airways
Mon, Sep 7 - Fri, Sep 11
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$186 Roundtrip, found 12 hours ago
$186
Roundtrip
found 12 hours ago
Select Breeze Airways flight, departing Mon, Sep 7 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Fri, Sep 11, priced at $186 found 12 hours ago
Breeze Airways
Mon, Sep 7 - Fri, Sep 11
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$191 Roundtrip, found 12 hours ago
$191
Roundtrip
found 12 hours ago
Select Breeze Airways flight, departing Mon, Sep 7 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Fri, Sep 11, priced at $191 found 12 hours ago
Avelo Airlines
Fri, Sep 4 - Fri, Sep 11
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$208 Roundtrip, found 5 days ago
$208
Roundtrip
found 5 days ago
Select Avelo Airlines flight, departing Fri, Sep 4 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Fri, Sep 11, priced at $208 found 5 days ago
Avelo Airlines
Mon, Sep 7 - Fri, Sep 11
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$312 Roundtrip, found 12 hours ago
$312
Roundtrip
found 12 hours ago
Select Avelo Airlines flight, departing Mon, Sep 7 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Fri, Sep 11, priced at $312 found 12 hours ago
Breeze Airways
Fri, Aug 14 - Mon, Aug 24
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$360 Roundtrip, found 1 day ago
$360
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Aug 14 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Aug 24, priced at $360 found 1 day ago
Breeze Airways
Fri, Aug 14 - Fri, Aug 21
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$395 Roundtrip, found 1 day ago
$395
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Aug 14 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Fri, Aug 21, priced at $395 found 1 day ago
Breeze Airways
Fri, Aug 14 - Mon, Aug 17
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$410 Roundtrip, found 1 day ago
$410
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Aug 14 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Aug 17, priced at $410 found 1 day ago
Breeze Airways
Sat, Aug 15 - Mon, Aug 24
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$548 Roundtrip, found 1 day ago
$548
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Aug 15 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Aug 24, priced at $548 found 1 day ago
Breeze Airways
Fri, Aug 14 - Sun, Aug 23
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$559 Roundtrip, found 1 day ago
$559
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Aug 14 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Sun, Aug 23, priced at $559 found 1 day ago
Breeze Airways
Sat, Aug 15 - Fri, Aug 21
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$583 Roundtrip, found 1 day ago
$583
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Aug 15 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Fri, Aug 21, priced at $583 found 1 day ago
Breeze Airways
Sat, Aug 15 - Mon, Aug 17
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$598 Roundtrip, found 1 day ago
$598
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Aug 15 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Aug 17, priced at $598 found 1 day ago
Breeze Airways
Fri, Aug 14 - Thu, Aug 20
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$651 Roundtrip, found 1 day ago
$651
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Aug 14 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Thu, Aug 20, priced at $651 found 1 day ago

Cheap Flights to Old Saybrook

Fall in love at first flight with your vacation to Old Saybrook by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Old Saybrook on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Old Saybrook, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Old Saybrook

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Old Saybrook with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the MTP airport.

What is the cheapest month to fly to Old Saybrook?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Old Saybrook are in September, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Old Saybrook?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Old Saybrook.

What airport is best to fly into Old Saybrook?

When you’re planning your trip to Old Saybrook, convenience is the name of the game. Luckily, Old Saybrook Groton - New London Airport is nearby so you can deplane and get going on checking off everything on your Old Saybrook must-do list.

How much are flights to Old Saybrook?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Old Saybrook on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $124, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Old Saybrook?

The trick to saving a stack of cash on your flight to Old Saybrook? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $124 right now, why wait?

Old Saybrook Flight Information
Destination airport
Tweed - New Haven Regional
Destination airport IATA code
HVN
Roundtrip price
$124

Last Minute Hotel Deals in Old Saybrook

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
1430 Boston Post Rd Old Saybrook CT
Stay at this hotel in Old Saybrook. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8/10 Very Good! (1,001 reviews)
"It was a clean area , walking distance to lots of restaurants and my dog walks were very relaxing morning and late afternoon… I would recommend 100% and will return.. Thank you .."

Reviewed on Aug 12, 2026

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Pier Blue Inn Old Saybrook - Essex
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 out of 5
2 Bridge St Old Saybrook CT
Book a stay at this spa hotel in Old Saybrook. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the restaurant and the helpful staff in ...
9.6/10 Exceptional! (1,013 reviews)
"I have stayed here many times over the past years...I was not knocked out by the overall stay. They call themselves a resort and in a way they are but I question their ability to provide excellent service. On my arrival rgere was no bellman so thr shift manager helped me. When I checked in I was ..."

Reviewed on Aug 10, 2026

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Saybrook Point Resort & Marina
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

2.5 out of 5
100 Essex Rd Old Saybrook CT
Book a stay at this business-friendly hotel in Old Saybrook. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
7.8/10 Good! (1,012 reviews)
"Older property but well managed and well maintained"

Reviewed on Aug 10, 2026

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Quality Inn Old Saybrook - Westbrook
Best Western Mystic Hotel

Best Western Mystic Hotel

2.5 out of 5
48 Whitehall Ave Mystic CT
Book a stay at this business-friendly hotel in Mystic. Enjoy free parking, an outdoor pool, and a fitness center. Our guests praise the breakfast and the helpful ...
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Best Western Mystic Hotel
Motel 6 New Haven - Branford, CT

Motel 6 New Haven - Branford, CT

2 out of 5
320 E Main St Branford CT
Stay at this motel in Branford. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.2/10 Good! (1,027 reviews)
"My stay was ok will stay there again cheapest around and they are very helpful"

Reviewed on Aug 11, 2026

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Motel 6 New Haven - Branford, CT
Two Trees Inn

Two Trees Inn

2.5 out of 5
240 Indiantown Rd Mashantucket CT
Book a stay at this business-friendly hotel in Mashantucket. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Foxwoods Resort Casino and ...
8.4/10 Very Good! (206 reviews)
"Beautiful property, large rooms lots of space. Very clean. Pool was good and it has a hot tub as well. Breakfast was pretty good, need more options. Had dinner there, everything we ordered was top notch, (hoping they add a few more items) and the staff was extremely kind, attentive and helpful with ..."

Reviewed on Aug 11, 2026

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Two Trees Inn
Hilltop Inn and Suites, near Foxwoods Casino

Hilltop Inn and Suites, near Foxwoods Casino

2.5 out of 5
373 Norwich Westerly Rd North Stonington CT
Stay at this hotel in North Stonington. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the convenient ...
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Hilltop Inn and Suites, near Foxwoods Casino
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
Book a stay at this beach hotel in Greenport. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
8.4/10 Very Good! (686 reviews)
"I love this place amazing views and fun activities. I am afraid they are a bit understaffed so not everything is running smoothly. They do really really want to do a good job. Love the location so many things to do on the north fork. The Old Mill Inn is a must food is amazing and the setting beautiful ..."

Reviewed on Aug 12, 2026

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Sound View Greenport
See all 2,953 properties in Old Saybrook
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.